(3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINDIOL

Product Name: (3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINDIOL
CAS No.: 163439-82-5
Chemical Name: (3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINDIOL
Synonyms: (3R,4R)-1-BENZYL-PYRROLIDINE-3,4-DIOL;(3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINDIOL;(3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINEDIOL;(3R,4R)-1-benzyl-3,4-dihydroxy-pyrrolidine;(3R,4R)-(-)-1-Benzyl-3,4-pyrrolidindiol,97%;(3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINDIOL 97%;(3R,4R)-1-(phenylMethyl)-3,4-Pyrrolidinediol;(-)-(3R,4R)-1-(Phenylmethyl)-3,4-pyrrolidinediol;3,4-Pyrrolidinediol, 1-(phenylmethyl)-, (3R,4R)-;(3R,4R)-1-(phenylmethyl)pyrrolidin-1-ium-3,4-diol
CBNumber: CB1460551
Molecular Formula: C11H15NO2
Formula Weight: 193.24
MOL File: 163439-82-5.mol

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(3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINDIOL Property

Melting point:: 94-100 °C
Boiling point:: 329.46°C (rough estimate)
Density: 1.0945 (rough estimate)
refractive index: 1.5041 (estimate)
storage temp.: Inert atmosphere,Room Temperature
pka: 13.99±0.40(Predicted)
form: Powder, Crystals, and/or Chunks
color: Off-white to yellow to light brown
optical activity: [α]20/D 33.6±3°, c = 1.05% in methanol
BRN: 6478637
InChI: InChI=1S/C11H15NO2/c13-10-7-12(8-11(10)14)6-9-4-2-1-3-5-9/h1-5,10-11,13-14H,6-8H2/t10-,11-/m1/s1
InChIKey: QJRIUWQPJVPYSO-GHMZBOCLSA-N
SMILES: N1(CC2=CC=CC=C2)C[C@@H](O)[C@H](O)C1
CAS DataBase Reference: 163439-82-5

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36-37/39
WGK Germany: 3
F: 10-34
HS Code: 29339900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 37034
Product name: (3R,4R)-(?)-1-Benzyl-3,4-pyrrolidinediol
Purity: ≥97.0% (sum of enantiomers, HPLC)
Packaging: 500mg
Price: $114
Updated: 2021/12/16

TRC

Product number: B411958
Product name: (3R,4R)-1-benzylpyrrolidine-3,4-diol
Packaging: 500mg
Price: $130
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB140313
Product name: (3R,4R)-1-Benzylpyrrolidine-3,4-diol
Packaging: 250mg
Price: $150
Updated: 2021/12/16

Matrix Scientific

Product number: 122248
Product name: (3R,4R)-1-Benzylpyrrolidine-3,4-diol
Purity: 97.0%
Packaging: 1g
Price: $155
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB140313
Product name: (3R,4R)-1-Benzylpyrrolidine-3,4-diol
Packaging: 50mg
Price: $60
Updated: 2021/12/16

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(3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINDIOL Chemical Properties,Usage,Production

Chemical Properties

off-white to light brown powder

Synthesis

75172-31-5

163439-82-5

General procedure for the synthesis of (3R,4R)-1-benzyl-3,4-dihydroxypyrrolidine-2,5-dione from (3R,4R)-1-benzyl-3,4-pyrrolidinediol: a tetrahydrofuran solution of borane (1.0 M, 17.19 mL, 180.99 mmol) was added slowly and dropwise to a tetrahydrofuran solution (1.0 M, 17.19 mL, 180.99 mmol) of (3R,4R)-1-benzyl-3,4-dihydroxy pyrrolidine-2,5-dione (10.0 g, 45.24 mmol) in a solution of tetrahydrofuran (200 mL). After dropwise addition, the reaction mixture was slowly heated to 70°C and kept at this temperature for 3 hours. Upon completion of the reaction, the mixture was cooled to 0°C and the reaction was quenched by the dropwise addition of methanol (50 mL), noting that a strong gas release occurs at this point. Subsequently, the mixture was slowly warmed to room temperature and stirring was continued for 1 hour. The reaction mixture was concentrated under vacuum and the crude product was purified by silica gel column chromatography using a linear gradient elution of ethyl acetate in petroleum ether to afford 7.73 g (88.5% yield) of the yellow crystalline product (3R,4R)-1-benzyl-3,4-pyrrolidinediol. Specific optical rotation (MeOH, 0.5%): +22.800°; 1H NMR (400 MHz, DMSO-d6) δ 7.51-7.49 (2H, m), 7.39-7.37 (3H, m), 5.45 (1H, d, J = 4.4 Hz, OH), 5.20 (1H, d, J = 5.2 Hz, OH), 4.15- 4.11 (1H, m), 4.04-3.94 (2H, m), 3.90-3.85 (1H, m), 3.48-3.43 (1H, m), 3.10-3.06 (1H, m), 2.97-2.93 (1H, m), 2.89-2.86 (1H, m); 13C NMR (100 MHz, DMSO-d6) δ 132.86, 128.97, 128.51, 127.73, 76.27, 65.47, 63.24; LC-MS (ESI) m/z Calculated value C11H15NO2 [M + H]+: 193.11, measured value: 194.20.

References

[1] Bioorganic and Medicinal Chemistry Letters, 2017, vol. 27, # 12, p. 2818 - 2823
[2] Synlett, 2009, # 12, p. 1945 - 1948

(3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINDIOL Preparation Products And Raw materials

Raw materials

Preparation Products

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(3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINDIOL Suppliers

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View Lastest Price from (3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINDIOL manufacturers

Dideu Industries Group Limited

Product: (3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINDIOL 163439-82-5
Price: US $1.10/g
Min. Order: 1g
Purity: 99.00%
Supply Ability: 100 Tons Min
Release date: 2021-10-26

Career Henan Chemical Co

Product: (3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINDIOL 163439-82-5
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 200kg
Release date: 2020-01-08

163439-82-5, (3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINDIOLRelated Search:

A-pyrrolidone (3R,4S)-(-)-1-BENZYL-3,4-PYRROLIDINDIOL (3S,4S)-(+)-1-BENZYL-3,4-PYRROLIDINDIOL,(3S,4S)-(+)-1-Benzyl-3,4-pyrrolidindiol, GC 97% (3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINDIOL (3R,4R)-3,4-BIS[[(1,1-DIMETHYLETHYL)DIMETHYLSILYL]OXY]-1-(PHENYLMETHYL)-PYRROLIDINE trans-3,4-Dihydroxypyrrolidine (S)-1-Benzyl-3-pyrrolidinol N-Benzyl-3-pyrrolidinol (R,R)-N-BENZYL-3,4-TRANS-DIMESOLATE PYRROLIDINE (3S,4S)-(-)-1-BENZYL-3,4-DIHYDROXYPYRROLIDIN-2,5-DIONE 1-(PHENYLMETHYL)-3,4-PYRROLIDINEDIOL (3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINDIOL

(3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINDIOL

(3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINEDIOL

(3R,4R)-1-BENZYL-PYRROLIDINE-3,4-DIOL

(3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINDIOL 97%

(3R,4R)-(-)-1-Benzyl-3,4-pyrrolidindiol,97%

(3R,4R)-1-(phenylMethyl)-3,4-Pyrrolidinediol

(3R,4R)-1-benzyl-3,4-dihydroxy-pyrrolidine

(3R,4R)-1-(Phenylmethyl)-3,4-pyrrolidinediol,99%e.e.

(3R,4R)-1-(phenylmethyl)pyrrolidin-1-ium-3,4-diol

3,4-Pyrrolidinediol, 1-(phenylmethyl)-, (3R,4R)-

(-)-(3R,4R)-1-(Phenylmethyl)-3,4-pyrrolidinediol

(3R,4R)-(-)-1-BENZYL-3,4-PYRROLIDINDIOL ISO 9001：2015 REACH

163439-82-5

Asymmetric Synthesis

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